3-Methylbenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 3-Methylbenzofuran-2-carboxylic acid
• CAS No.: 24673-56-1
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• Hs Code.: 29329990
• Mol file: 24673-56-1.mol

Synonyms:3-Methyl-2,3-benzofuran-2-carboxylic acid;3-Methylbenzo[b]furan-2-carboxylic acid;3-Methylbenzofuran-2-carboxylic acid;3-Methyl-1-benzofuran-2-carboxylicacid;

Chemical Property of 3-Methylbenzofuran-2-carboxylic acid

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 7.53E-05mmHg at 25°C
• Melting Point: 194-197 °C(lit.)
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: 2.87±0.30(Predicted)
• Flash Point: 152.6 °C
• PSA: 50.44000
• Density: 1.303 g/cm³
• LogP: 2.43940
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

3-Methylbenzofuran-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3-Methylbenzofuran-2-carboxylic Acid is a benzofuran based acid used in the preparation of matrix metalloproteinase (MMP) inhibitors for the treatment of osteoarthritis. 3-Methylbenzofuran-2-carboxylic acid may be used in the preparation of 3-methyl-N-phenylbenzofuran-2-carboxamide by reacting with aniline.

Technology Process of 3-Methylbenzofuran-2-carboxylic acid

There total 13 articles about 3-Methylbenzofuran-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 32.0%

2-(2'-acetylphenoxy)acetic acid ethyl ester (63815-27-0) → 3-methyl-benzofuran (21535-97-7) + 3-methyl-1-benzofuran-2-carboxylic acid (24673-56-1) + 2,3,4,5-tetrahydro-1-benzoxepine-3,5-dione (62557-53-3) + 2-(2-acetylphenoxy)acetic acid (1878-62-2)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 60 ℃; for 6h;

Reference yield: 1.4%

2-(2-acetylphenoxy)acetic acid (1878-62-2) → 3-methyl-benzofuran (21535-97-7) + 3-methyl-1-benzofuran-2-carboxylic acid (24673-56-1)

Guidance literature:

With sodium acetate; acetic anhydride; at 110 ℃; for 3h;

DOI:10.1246/bcsj.56.2762

Reference yield:

2-amino-3-(3-benzofuranyl)propanoic acid hydrochloride → 3-methyl-benzofuran (21535-97-7) + 2-(benzofuran-3-yl)ethanamine (27404-31-5) + 3-methyl-1-benzofuran-2-carboxylic acid (24673-56-1)

Guidance literature:

With sodium dithionite; reconstituted NosL; S-Adenosyl-L-methionine; In aq. buffer; at 20 ℃; for 5h; pH=8; Enzymatic reaction;

DOI:10.1002/anie.201503976

upstream raw materials:

2-(2'-acetylphenoxy)acetic acid ethyl ester

2-(2-acetylphenoxy)acetic acid

1-benzofuran-3-carbaldehyde

3-hydroxymethylbenzofuran

Downstream raw materials:

methyl 3-methylbenzofuran-2-carboxylate

3-methyl-benzofuran

3-methyl-1-benzofuran-2-carbonyl chloride

3-(2-hydroxy-2-phenylethyl)benzofuran-2-carboxylic acid

Refernces

• 1、 Suzuki, Tsuneo,Tanemura, Kiyoshi,Horaguchi, Takaaki,Shimimizu, Takahachi,Sakakibara, Tohru. "Benzofuran Derivatives. Part 4. Synthesis of Benzofurans and 2,3,4,5-Tetrahydro-1-benzoxepin-3,5-diones". . p. 423 - 429. Retrieved 2007/10/02.